Artigo Revisado por pares

Direct Catalytic Asymmetric Enolexo Aldolizations

2003; Wiley; Volume: 42; Issue: 24 Linguagem: Inglês

10.1002/anie.200351266

ISSN

1521-3773

Autores

Chandrakala Pidathala, Linh Hoang, Nicola Vignola, Benjamin List,

Tópico(s)

Asymmetric Hydrogenation and Catalysis

Resumo

32 years after the first, and still the only, catalytic asymmetric intramolecular aldol reaction was published in this journal, the proline-catalyzed Hajos–Parrish–Eder–Sauer–Wiechert reaction is extended for the first time to catalytic asymmetric enolexo aldolizations. The process provides substituted cyclohexanes in excellent diastereo- and enantioselectivities. For example, heptanedial is converted into the corresponding cyclic anti-configured aldol in 99 % ee (see scheme).

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